BPA-free coatings
Provided are polytriglyceride-AAG compositions, and corresponding coatings and coated articles. Also provided are methods for preparing the polytriglyceride-AAG compositions, and corresponding reagents including β-ketoimide compositions and triglyceride-AAG (acetoacetyl group) compositions. Coatings using the polytriglyceride-AAG compositions may be useful for, e.g., replacing bisphenol-A cross-linked coatings used in food and beverage containers, coating metal articles, and the like.
1. A method for preparing a BPA-free polytriglyceride-β-ketoester composition comprising:
contacting a BPA-free triglyceride-AAG composition with a BPA-free cross-linking compound to form a reaction mixture; and
allowing the BPA-free triglyceride-AAG composition and the BPA-free cross-linking compound to react effective to form the BPA-free polytriglyceride-β-ketoester composition.
2. The method of claim 1 , the BPA-free triglyceride-AAG composition comprising a fatty acid group derived from one or more of: linolenic acid, linoleic acid, oleic acid, myristoleic acid, palmitoleic acid, sapienic acid, elaidic acid, vaccenic acid, linoelaidic acid, a-linolenic acid, arachidonic acid, eicosapentanenoic acid, erucic acid, docosahexaenoic acid, ricinoleic acid, coconut oil, palm kernel oil, palm oil, cottonseed oil, wheat germ oil, soybean oil, olive oil, corn oil, sunflower oil, safflower oil, hemp oil, canola/rapeseed oil, castor oil, oil of legume seeds, oil of non-legume seeds, animal fat, and soybean oil.
3. The method of claim 1 , further comprising contacting the BPA-free triglyceride-AAG composition and the cross-linking compound according to one or more of:
in the presence of a surfactant;
substantially in the absence of organic solvent;
in the presence of one or more of: water; a blowing agent; and a base; and
in the presence of a triglyceride-AAG.
4. The method of claim 1 , further comprising:
applying the reaction mixture onto a surface; and
heating the reaction mixture and the surface effective to form the BPA-free polytriglyceride-β-ketoester composition as a cross-linked coating on the surface.
5. The method of claim 4 , the surface being an interior surface of a food or beverage container.
6. The method of claim 1 , the BPA-free cross-linking compound comprising one or more of: a diisocyanate, a triisocyanate, a tetraisocyanate, a polymer comprising more than one isocyanate, a hemiaminal, a hemiaminal ether, a hemiaminal thioether an aromatic hemiaminal, an aromatic hemiaminal ether, an aromatic hemiaminal thioether, a polymer comprising a hemiaminal, a polymer comprising a hemiaminal ether, a polymer comprising a hemiaminal thioether, a dihydrazine, a dihydrazide, adipic dihyrazide, sebacic dihydrazide, oxalyl dihydrazide, succinic dihydrazide, maleic dihydrazide, malic dihydrazide, isophthalic dihydrazide, terephthalic dihydrazide, at least two diazonium groups, an aldehyde, formaldehyde, at least two a,β-unsaturated carbonyl groups, an aliphatic amine, a cycloaliphatic polyamine, and a compound being represented by Formula XIV:
wherein:
R is CH 2 CH 2 , CH 2 (CH 3 )CH, (CH 2 CH 2 OCH 2 CH 2 ) n , or (CH 2 (CH 3 )CHOCH 2 (CH 3 )CH) n ; and
n is an integer from 1 to 50.